NPASS drugs

Drug Information

Drug ID:	NPD1851
Drug Name:
Molecular Formula:	C16H10ClN3O
Canonical SMILES:	Clc1ccc(cc1)n1[nH]c2c(c1=O)cnc1c2cccc1
Standard InCHI:	InChI=1S/C16H10ClN3O/c17-10-5-7-11(8-6-10)20-16(21)13-9-18-14-4-2-1-3-12(14)15(13)19-20/h1-9,19H
Standard InCHIKey:	QCBUAKLOWCOUCR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1851

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	586
0.1-0.2	6226
0.2-0.3	13131
0.3-0.4	7428
0.4-0.5	1290
0.5-0.6	1446
0.6-0.7	715
0.7-0.8	68
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7778	NPC477003
Intermediate Similarity	0.772	NPC476460
Intermediate Similarity	0.7701	NPC284775
Intermediate Similarity	0.7644	NPC133003
Intermediate Similarity	0.7609	NPC114637
Intermediate Similarity	0.7562	NPC317701
Intermediate Similarity	0.7551	NPC304203
Intermediate Similarity	0.754	NPC252572
Intermediate Similarity	0.7514	NPC56233
Intermediate Similarity	0.75	NPC478184
Intermediate Similarity	0.75	NPC21429
Intermediate Similarity	0.75	NPC469529
Intermediate Similarity	0.7487	NPC191415
Intermediate Similarity	0.7473	NPC477887
Intermediate Similarity	0.7462	NPC326422
Intermediate Similarity	0.7459	NPC42372
Intermediate Similarity	0.7448	NPC102755
Intermediate Similarity	0.7446	NPC242116
Intermediate Similarity	0.7437	NPC167710
Intermediate Similarity	0.7423	NPC141612
Intermediate Similarity	0.7423	NPC135601
Intermediate Similarity	0.7423	NPC17273
Intermediate Similarity	0.7405	NPC265100
Intermediate Similarity	0.7398	NPC324091
Intermediate Similarity	0.7396	NPC470677
Intermediate Similarity	0.7387	NPC128244
Intermediate Similarity	0.7371	NPC99939
Intermediate Similarity	0.7371	NPC308931
Intermediate Similarity	0.7337	NPC293487
Intermediate Similarity	0.733	NPC237188
Intermediate Similarity	0.733	NPC157583
Intermediate Similarity	0.7323	NPC216550
Intermediate Similarity	0.7316	NPC293216
Intermediate Similarity	0.7312	NPC478182
Intermediate Similarity	0.7287	NPC70949
Intermediate Similarity	0.7277	NPC477004
Intermediate Similarity	0.7249	NPC471943
Intermediate Similarity	0.7243	NPC477591
Intermediate Similarity	0.7234	NPC478183
Intermediate Similarity	0.7231	NPC467063
Intermediate Similarity	0.7228	NPC476464
Intermediate Similarity	0.7188	NPC151635
Intermediate Similarity	0.7179	NPC470205
Intermediate Similarity	0.7178	NPC134657
Intermediate Similarity	0.7172	NPC103119
Intermediate Similarity	0.7166	NPC478185
Intermediate Similarity	0.7165	NPC73994
Intermediate Similarity	0.7143	NPC474916
Intermediate Similarity	0.7104	NPC313889
Intermediate Similarity	0.7077	NPC88110
Intermediate Similarity	0.7068	NPC32534
Intermediate Similarity	0.7065	NPC272458
Intermediate Similarity	0.7065	NPC70406
Intermediate Similarity	0.7062	NPC72956
Intermediate Similarity	0.7059	NPC80681
Intermediate Similarity	0.7047	NPC471579
Intermediate Similarity	0.7044	NPC79356
Intermediate Similarity	0.7044	NPC102592
Intermediate Similarity	0.7029	NPC330326
Intermediate Similarity	0.7028	NPC471193
Intermediate Similarity	0.7028	NPC471194
Intermediate Similarity	0.7028	NPC153980
Intermediate Similarity	0.7028	NPC6865
Intermediate Similarity	0.7027	NPC251391
Intermediate Similarity	0.7026	NPC248462
Intermediate Similarity	0.7024	NPC237414
Intermediate Similarity	0.7005	NPC76982
Intermediate Similarity	0.7	NPC255909
Remote Similarity	0.6989	NPC229055
Remote Similarity	0.6984	NPC194881
Remote Similarity	0.6979	NPC91895
Remote Similarity	0.6978	NPC467188
Remote Similarity	0.697	NPC110158
Remote Similarity	0.6966	NPC65408
Remote Similarity	0.6957	NPC471944
Remote Similarity	0.6942	NPC153123
Remote Similarity	0.6942	NPC474318
Remote Similarity	0.6942	NPC268744
Remote Similarity	0.6942	NPC81535
Remote Similarity	0.6942	NPC475914
Remote Similarity	0.6942	NPC220797
Remote Similarity	0.6942	NPC201266
Remote Similarity	0.6939	NPC11126
Remote Similarity	0.693	NPC471192
Remote Similarity	0.6919	NPC473878
Remote Similarity	0.6911	NPC115232
Remote Similarity	0.6908	NPC77241
Remote Similarity	0.6908	NPC13456
Remote Similarity	0.6908	NPC269203
Remote Similarity	0.6908	NPC166209
Remote Similarity	0.6907	NPC161861
Remote Similarity	0.6904	NPC24864
Remote Similarity	0.6904	NPC314919
Remote Similarity	0.6893	NPC131887
Remote Similarity	0.6889	NPC32002
Remote Similarity	0.6889	NPC315348
Remote Similarity	0.6888	NPC83774
Remote Similarity	0.6884	NPC228835
Remote Similarity	0.6882	NPC217021
Remote Similarity	0.6882	NPC470679
Remote Similarity	0.6881	NPC154339
Remote Similarity	0.6878	NPC474492
Remote Similarity	0.6872	NPC314102
Remote Similarity	0.6872	NPC251722
Remote Similarity	0.6866	NPC278434
Remote Similarity	0.6865	NPC123906
Remote Similarity	0.6859	NPC317105
Remote Similarity	0.6859	NPC21174
Remote Similarity	0.6859	NPC271797
Remote Similarity	0.6853	NPC12649
Remote Similarity	0.685	NPC282103
Remote Similarity	0.6847	NPC192712
Remote Similarity	0.6847	NPC138370
Remote Similarity	0.6845	NPC325903
Remote Similarity	0.6845	NPC227582
Remote Similarity	0.6842	NPC470680
Remote Similarity	0.6842	NPC100104
Remote Similarity	0.684	NPC116555
Remote Similarity	0.6832	NPC473666
Remote Similarity	0.683	NPC267853
Remote Similarity	0.6829	NPC202812
Remote Similarity	0.6818	NPC61011
Remote Similarity	0.6816	NPC62749
Remote Similarity	0.6814	NPC47190
Remote Similarity	0.6812	NPC34837
Remote Similarity	0.6811	NPC105811
Remote Similarity	0.6806	NPC214106
Remote Similarity	0.68	NPC244897
Remote Similarity	0.6793	NPC470440
Remote Similarity	0.6791	NPC472260
Remote Similarity	0.6782	NPC17059
Remote Similarity	0.678	NPC267343
Remote Similarity	0.6779	NPC74413
Remote Similarity	0.6778	NPC105127
Remote Similarity	0.6776	NPC309845
Remote Similarity	0.6776	NPC190296
Remote Similarity	0.6774	NPC102664
Remote Similarity	0.6762	NPC106757
Remote Similarity	0.6758	NPC238499
Remote Similarity	0.6757	NPC63545
Remote Similarity	0.6757	NPC478186
Remote Similarity	0.6757	NPC288838
Remote Similarity	0.6756	NPC315062
Remote Similarity	0.6755	NPC281094
Remote Similarity	0.6753	NPC78020
Remote Similarity	0.675	NPC117027
Remote Similarity	0.6746	NPC252338
Remote Similarity	0.6743	NPC267811
Remote Similarity	0.6743	NPC27041
Remote Similarity	0.674	NPC316411
Remote Similarity	0.6738	NPC40070
Remote Similarity	0.6736	NPC233380
Remote Similarity	0.6733	NPC94752
Remote Similarity	0.6731	NPC67288
Remote Similarity	0.6722	NPC96102
Remote Similarity	0.6721	NPC476454
Remote Similarity	0.672	NPC201380
Remote Similarity	0.672	NPC469811
Remote Similarity	0.672	NPC209362
Remote Similarity	0.672	NPC179787
Remote Similarity	0.672	NPC100726
Remote Similarity	0.6718	NPC116961
Remote Similarity	0.6717	NPC111275
Remote Similarity	0.6716	NPC83111
Remote Similarity	0.6716	NPC46895
Remote Similarity	0.6713	NPC470702
Remote Similarity	0.6713	NPC473218
Remote Similarity	0.6712	NPC229893
Remote Similarity	0.6705	NPC46358
Remote Similarity	0.6703	NPC110126
Remote Similarity	0.6703	NPC159856
Remote Similarity	0.6703	NPC314372
Remote Similarity	0.6702	NPC135141
Remote Similarity	0.6702	NPC92796
Remote Similarity	0.6701	NPC149155
Remote Similarity	0.6701	NPC203468
Remote Similarity	0.6701	NPC110500
Remote Similarity	0.6698	NPC88115
Remote Similarity	0.6685	NPC84911
Remote Similarity	0.6685	NPC136002
Remote Similarity	0.6684	NPC321911
Remote Similarity	0.6683	NPC55772
Remote Similarity	0.6683	NPC213468
Remote Similarity	0.6682	NPC57398
Remote Similarity	0.6682	NPC470703
Remote Similarity	0.6682	NPC266249
Remote Similarity	0.6682	NPC260900
Remote Similarity	0.6667	NPC469761
Remote Similarity	0.6667	NPC321708
Remote Similarity	0.6667	NPC200214
Remote Similarity	0.6667	NPC469768
Remote Similarity	0.6667	NPC44773
Remote Similarity	0.6667	NPC267885
Remote Similarity	0.6667	NPC469784
Remote Similarity	0.6667	NPC469779
Remote Similarity	0.6667	NPC471191
Remote Similarity	0.6667	NPC469767
Remote Similarity	0.6667	NPC159125
Remote Similarity	0.6667	NPC469780
Remote Similarity	0.6667	NPC469783

Drug Structure

NPD1851 OpenBabel08211701392D 22 25 0 0 0 0 0 0 0 0999 V2000 -3.2709 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1369 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1369 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.2709 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 1.7601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 12 2 0 0 0 0 4 14 2 0 0 0 0 5 7 1 0 0 0 0 5 10 2 0 0 0 0 6 8 2 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 11 1 0 0 0 0 9 13 1 0 0 0 0 9 18 2 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 16 21 2 0 0 0 0 19 20 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011501
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	108030
ChEBI
CAS Number

Drug Properties

Molecular Weight	295.05
ALogP	-0.3109
MLogP	2.67
XLogP	4.547
HDA	4
HBD	1
Rotatable Bonds	2
TPSA	45.23
RO5 Violation	0